ESSENTIAL HAWAII
Dec. 2-8, 2026

ESSENTIAL HAWAII: PEARL HARBOR AT 85, HISTORY & CULTURE
December 2-8, 2026
Eighty-five years ago, in December 1941, the United States was pulled into the largest and most destructive war in human history. In the end, the allies triumphed over the fascism of Germany, Italy and Japan. The latter nation, by attacking the American Pacific Fleet at Pearl Harbor on December 7th, ensured a titanic struggle for mastery of the vast ocean and its periphery would be waged to the end.
This will be the last major opportunity to mingle with veterans of the Greatest Generation, especially those who are Pearl Harbor survivors (an 18-year old in December 1941 will be 103 today, while one from 1945 will be 99!). This Pearl Harbor guided tour will take us to the island of Oahu in Hawaii to examine the beginnings of America’s involvement in the great struggle. We will visit two ships, lying end-to-end, that encapsulate the war – the USS Arizona, under its memorial, where the war began that terrible Sunday morning, and the USS Missouri, on whose decks the allies accepted complete Japanese surrender on September 2, 1945. We will also see numerous other sites of the war, from ships, submarines and aircraft to Army garrisons and mountain observation points. We will attend several significant WWII remembrance events throughout the week and incorporate them into the itinerary as the schedule is announced.
In addition to the Pearl Harbor tour, we will also visit many places associated with Hawaiian history from its founding as a kingdom under Kamehameha through American whaling and missionary arrivals and on to the US agricultural and financial interests that led to the overthrow of the monarchy in 1893 and the annexation of Hawaii as a US territory in 1898. The incredible story of this civilizational intersection will unfold as we visit critical sites.
Finally, no visit to this beautiful, sun-splashed island would be complete without visits to its gorgeous beaches and small towns for optional snorkeling, swimming, diving, hiking, golfing and just relaxing. From our spectacular Waikiki beachfront base at the beautiful and historic Moana Surfrider Hotel, we will spend a week in paradise and come away far richer for the experience!
The itinerary remains subject to minor change as the 85th Commemoration committee has not yet announced initial activities and celebrations. We will continue to add events to the itinerary as they become available. We expect commemorations at numerous military sites, including Schofield Barracks and Wheeler Army Airfield in addition to the national commemoration on the 7th at Pearl Harbor’s Kilo Pier.
Our rates are based on double occupancy:
$7,950 per person
Wednesday, December 2, 2026

Expert historian and expedition guide, Brian is a retired U.S. Army Infantry Officer who graduated from the University of Notre Dame with a BA in History and holds a PhD from Florida State University in European History.
While on active duty, he served as Director of the Defense & Strategic Studies program at the United States Military Academy, West Point, Assistant Professor in the Academy’s History Department, Chief of Research and Publications in the Combat Studies Institute at Fort Leavenworth, Kansas, and Professor of Military Science at the University of Kansas. He also served as the theater Command Historian for the Multi-National Corps-Iraq out of Baghdad.
Brian draws on his deep knowledge of military history and experience in the field to give EHE guests the most in-depth, personal look at not only the lessons of historical battles around the world but the cultures of the people who fought them.
Sheryl holds a Bachelor of Arts in English from Texas A&M University, a Master of Arts in Education Leadership, Policy and Politics from Columbia University’s Teachers College and a Master of Nonprofit Management from Regis University.
Sheryl has significant leadership experience in the start-up phase of multiple corporate and nonprofit businesses, including roles as consultant and board of directors president, vice president and member. She played a significant role in creating and building a K-12 charter school, which has consistently been recognized as one of the top schools in the country. Her published writing is in the education sector.
Sheryl serves as EHE COO and expedition director, committed to meeting the unique needs of each group and creating meaningful travel experiences for all guests. She has always been passionate about exploring worldwide cultures through travel. She has planned expeditions and organized group travel with EHE for more than 12 years, building a wealth of experience in locations worldwide.
See more in this Voyager Denver article here.
Seoul, South Korea
Jonathan is a retired U.S. Army Infantry officer who commissioned out of Cornell Army ROTC with a BA in Government. Jon also holds a Master of Public Policy from The George Washington University.
On active duty, Jon deployed as a combat leader to Iraq and Afghanistan multiple times, including as a rifle company commander in Baghdad in 2007. He was also an Assistant Professor of Defense & Strategic Studies at the United States Military Academy, West Point, NY for three years where he became an expert at leading staff rides. He later worked in Strategic Plans & Policy at U.S. Africa Command, commanded a Stryker infantry battalion, and served in the Republic of Korea for four years.
Today, he blends his professional military and teaching experience with his education in military strategy and public policy to deliver unique, thoughtful expeditions for EHE guests around the world.
Claire is a former U.S. Army Medical Service officer who graduated from Indiana University of Pennsylvania with a BS in Environmental Science and a master’s in human relations from University of Oklahoma.
After leaving active duty, Claire volunteered with local spouse’s club groups, PTSOs, and other organizations that support military spouses and local schools. She regularly served as president, secretary, and other chairs in military community organizations. Most recently, she worked at the Department of Defense high school in Korea as a substitute teacher, and in the main office and counseling suite.
Claire serves as an expedition director and the company social media manager. She is excited to share her love of travel and to build and support the many exceptional EHE expeditions.

Thursday, December 3, 2026


Friday, December 4, 2026


Saturday, December 5, 2026


Sunday, December 6, 2026

Monday, December 7, 2026

Tuesday, December 8, 2026
